Hydrazine hydrate (1:1) → N4-Phenylquinazoline-4,6-diamine

HRID 1255977Notes

Reaction equation

HRID 1255977 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[CH:9][N:8]=[C:7]2[NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([O-])=O.O.NN>C(O)C.O.[Ni]>[NH2:1][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[CH:9][N:8]=[C:7]2[NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 53281896-Nitro-N-phenylquinazolin-4-amine

Product 1

HCID 5328187N4-Phenylquinazoline-4,6-diamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 19096565Water ethanolSolvent

Procedure

A solution of a 6-nitro-4-(phenylamino)quinazoline substituted by a polyalkylene glycol, prepared as described hereinabove, in ethanol/water is reacted at reflux temperature with hydrazine hydrate and Raney® Nickel (Ra—Ni). The reaction mixture is filtered and evaporated, to give the corresponding 6-amino-4-(phenylamino)quinazoline substituted by a polyalkylene glycol moiety (terminating with a hydroxyl group).

Workup

  1. customprepared
  2. filtrationThe reaction mixture is filtered
  3. customevaporated

Sources & evidence

ORD record
ord-1bcbd8072ef14c7a9ae4b6e886275640
Source dataset
uspto-grants-2013_06
Patent number
US08461166B2

Reaction notes

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